Waterfront vacation rentals in Sugarloaf Key
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Sugarloaf Key
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sugarloaf Key waterfront rentals
Waterfront apartment rentals
Rental unit in Big Pine Key
5 out of 5 average rating, 9 reviewsNew Deluxe Duplex Unit, 2 Queen Beds, Unit H-5
Rental unit in Key Colony Beach
4.84 out of 5 average rating, 98 reviewsBeachside Unit 22 - Private Beach on Atlantic
Rental unit in Key Largo
4.89 out of 5 average rating, 245 reviewsSeaside Vista - Ocean Front 2/1 with dockage
Rental unit in Key Largo
4.78 out of 5 average rating, 139 reviewsEscape to the Seaside!
Rental unit in Key West
4.96 out of 5 average rating, 26 reviewsWaterfront Condo with Slip & Pool in Key West
Rental unit in Tavernier
4.95 out of 5 average rating, 173 reviewsBoho FL Keys Condo
Rental unit in Marathon
4.97 out of 5 average rating, 98 reviewsBeachfront Condo w/ Ocean Views in Marathon
Rental unit in Key West
4.91 out of 5 average rating, 65 reviewsPenthouse in Paradise
Waterfront house rentals
Home in Marathon
5 out of 5 average rating, 27 reviewsBrand New Luxury Oceanfront Home w/ Pool, 38' Slip
Home in Big Pine Key
5 out of 5 average rating, 3 reviewsSecluded Waterfront Oasis in the Keys
Home in Marathon
5 out of 5 average rating, 36 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Home in Marathon
5 out of 5 average rating, 17 reviewsLuxe Super Snapper-Heated Pool, Tiki, Dock, Lanai
Home in Key Colony Beach
4.98 out of 5 average rating, 110 reviewsSuper Nov. Savings! Key Colony Beach, Cabana Club
Home in Marathon
4.95 out of 5 average rating, 124 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Cudjoe Key
5 out of 5 average rating, 9 reviewsOceanside home 111, dock,kayaks,bikes,pool,fishing
Home in Cudjoe Key
5 out of 5 average rating, 14 reviewsVenture Out- Million Dollar Island Resort
Waterfront condo rentals
Condo in Tavernier
4.87 out of 5 average rating, 139 reviewsReel Large END Unit in Ocean Point Suites
Condo in Duck Key
5 out of 5 average rating, 23 reviewsOceanfront and Sunrise Views!
Condo in Key West
4.84 out of 5 average rating, 151 reviewsAnchor Drop modern elegance upgrades throughout vi
Condo in Tavernier
4.94 out of 5 average rating, 125 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Condo in Tavernier
4.86 out of 5 average rating, 268 reviewsCondo in the Keys, Peaceful ocean view retreat!
Condo in Tavernier
4.98 out of 5 average rating, 174 reviewsOcean Views at Ocean Pointe
Condo in Tavernier
4.83 out of 5 average rating, 142 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Condo in Marathon
4.98 out of 5 average rating, 85 reviewsSlip, Ramp, Pool, Trailer Parking, Bait Freezer
Destinations to explore
- Key West Vacation rentals
- Varadero Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Havana Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Nassau Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Florida
- Waterfront rentals Key West
- Waterfront rentals Florida Keys
- Waterfront rentals Marco Island
- Monthly Rentals Sugarloaf Key
- Rentals with a washer and dryer Sugarloaf Key
- Rentals with a patio Sugarloaf Key
- Rentals with beach access Sugarloaf Key
- Rentals with pools Sugarloaf Key
- Rentals with a kayak Sugarloaf Key
- Pet-friendly rentals Sugarloaf Key
- House rentals Sugarloaf Key
- Rentals with outdoor seating Sugarloaf Key
- Rentals with a fire pit Sugarloaf Key
- Family-friendly rentals Sugarloaf Key
- Waterfront rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom